The First Month- May

 

As the last of the boxes per emptied and put away, Mike began to ponder the next few months.  With his parents transfer to this small Florida community, Mike agreed to make the move with his folks, leaving his friends behind, under the realization that he would be heading off to school in the fall anyway.  Besides, with his parents traveling as much as they would be these first few months, they needed someone around to watch the house, make sure that little odd jobs were completed, all the tedious tasks that come along with owning a new home.
 
As Mike sat in his room he looked out into the darkness and noticed the woman next door was starting to get undressed for the evening.  Mike noticed her when they were first unloading the truck. Although she was much older, probably mid to late 40's, it was quite clear to Mike that she was HOT!!!
 
Now looking across into the window next door, he could see just how hot she was...as she pulled off her top and exposed her amble breasts, Mike nearly fell off the chair.  Mrs. Robbins was a knockout and had the best set of tits any boy could fantasize about.  As he looked across the way he was lost in thought and soon found his hand wandered down to his own private area and before long his pants were down around his knees and he was pulling on his pud like there was no tomorrow.  Just as he was sure he was going to achieve orgasm, She seemed to notice something out her own window....."oh shit" Mike said to himself, his lights were on too...if he could see her, she could certainly see him and as she paced to the window closing the shades, he realized he had been caught.
A lump appeared in his throat.  Then when the doorbell rang he was sure he was nailed.
 
Within a few moments, he heard his mother call from the front doorway.  Slowly he edged his way down the stairs and found to his horror Mrs. Robbins in his front hallway joking with his mother. 
"Come here," his mother said again "i want you to meet our new neighbor Mrs. Robbins"
Nervously he approached the woman he had just been fantasizing about, only this time he was going to meet her in the flesh.  If she was beautiful from a distance, upclose she was literally breath taking.  He could feel his palms getting wet by the second.  Shaking her hand she gave him a very knowing smile and almost seemed to stare directly into his soul with her piercing green eyes.
 
"Mrs. Robbins would like to know if you would be interested in earning a few extra bucks for school by helping her around her house this summer" his mother said. 
 
Mike stumbled over the words but agreed to help her out as necessary.
 
"Great," said Mrs. Robbins....why don't you stop over in the morning and i can show you a few things" she said with a wink and a very knowing smile.
 
They had agreed that Mike would stop over at about 10am.  The rest of that night was filled with sexual fantasies for Mike, he imagined every possible scenario.  Unfortunately for him the one scenario he didn't imagine was the one that was going to be facing him the remainder of the summer.  Mrs. Robbins wasn't Your ordinary 40 year old MILF.....she was a dominatrix and She was about to make Mike into her own private pet.
 
At 10am exactly Mike found himself on the steps in front of Mrs. Robbins house.  Nervously he rang the doorbell and waited to be let in.  What was on the other side of the door could only be described as heart stopping.  Mrs. Robbins opened the door wearing a pair of black high heeled sandals that caused her to stand well over 6foot.  She was wearing a sheer wrap around her waist and a jet-black bikini that did exactly nothing to help hide her ample chest and deep dark tan.  Mike was beyond aroused, he was down right hard as a rock.
 
Mrs. Robbins stared directly at his crotch and smiled knowing that she had created the obvious tent in his shorts.
 
She ushered the young man into the house and began to explain that she had a few things that needed tending to that day.  Among the chores that she needed doing was to have Mike vacuum out her pool.
 
He tried to throw himself into his work, but as he worked around the pool deck, Mrs. Robbins casually laid her self down on a lounge chair to take in some sun.  She handed Mike a tube of coconut oil and asked him to shake it up and open the top for her.  Mike took the tube in his right hand and began to shake the tube in an upward motion.  As he was doing that he couldn't help but stare at the extensive cleavage that his older boss was showing him.  Without realizing it he squeezed the tube a bit too tightly and as he shook it, white coconut oil shot out of the top of the tube.
 
This cause him to become quite embarrassed, especially the way Mrs. Robbins was laughing.  "oh my something about seeing a young stud stroking a tube and then shooting that hot white lotion just gets me excited" she said while laughing.
 
She ordered him (and yes the requests were quickly turning into orders) to squirt some of the lotion onto her hands.  He did as instructed and then salivated as he watched her rub the creamy lotion onto and over her magnificent breasts.
 
Trying to gain composure, he continued to work around the deck, cleaning the pool as if his life depended on it.  As he had his back to Mrs. Robbins, she quietly snuck up behind him and "accidentally" bumped into him sending him falling forward into the pool.
 
"oh no, I am so sorry" she explained.
 
"Quick get out of those clothes and I will get you something to wear while I wash your shorts and shirt for you."
Mike offered to just run home and change, but the older woman would have none of it, helping him out of the pool and into the laundry room that was attached to the deck.
 
She handed him a pink speedo...which appeared to be a little on the small side, but he quickly changed into it in fear of her walking in on him while he was naked.  Once he had it on, the door to the laundry room burst open and in walked Mrs. Robbins.  She looked him up and down and when she got to his swimsuit he watched as she slowly licked her lips then to his surprise he felt her reach out to adjust the swimsuit.  To his horror he realized that in putting the speedo on so quickly, he didn't realize that his balls were exposed.  He could feel his face turn beet red as she maneuvered her hand inside the front of the swimsuit which allowed his balls to sneak back in behind the thin fabric.
 
She took him by the hand and brought him out to the pool. 
 
"Here, take the rest of the afternoon off, you did a great job on the pool, let's enjoy it and enjoy the warm sun" she said.  Handing him a glass of lemonade, she insisted that he drink it down to cool off and help hydrate himself after working so hard in the sun.
 
For the next hour or so they sat on chairs and chatted.  He couldn't help but stare at how beautiful this woman before him was...and he felt his weenie was not cooperating with him as it seemed to be growing more and more erect.  His arousal did not go without notice by Mrs. Robbins who seemed to stare at the penis as if She was expecting to get that reaction from him.  After a little while, Mrs. Robbins took out a cigarette and instructed Mike to light it for her.  As his nervous hands ignited the lighter and held it to the tip of her cigarette, she held his hands, inhaled deeply and then with a wicked grin blew a large stream of smoke directly into Mike's face.
 
With this act, his weenie went from hard to literally throbbing.  He had never felt so excited in his life and he couldn't figure out why he was getting so out of control.
 
Around 1pm, Mrs. Robbins asked Mike if he would like to go inside and cool off a bit.  The idea seemed like a good idea as he hoped his jeans would be clean and he could get out of the speedo which was doing nothing to hide his excitement, in fact a large wet spot was starting to form on the front of the swimsuit which was causing him to be even more embarrassed.
 
Inside the house, Mrs. Robbins asked Mike to join her on the couch so that they could continue their conversation from the deck.  Mike sat down first against the right arm of the chair and was suprised to see his beautiful neighbor sit right next to him.  She lit another cigarette and again directed a large stream of smoke directly into his face.
 
This time the reaction he had was more than a drip, as he heard himself groan outloud.
 
Smiling again at him, she asked with a coy grin "what's the matter, does my smoke bother you?"
 
He was unable to answer, he literally was unable to speak, his cock was throbbing so hard he could feel his heart beat through the tip of his cock.
 
She had him where she wanted him and she was now prepared to go in for the kill.  "Tell me something Mike are you a virgin?"
 
Mike felt his face flush again as he slowly nodded his head
 
"Have you ever BEEN with a woman before, in an intimate sort of way?" she continued
 
"Once a girl I was dating allowed me to feel her breasts under her sweater," he answered unsure of whether to be proud of his mild accomplishment or not.
 
"Wow, sounds like you are really a man of the world" Mrs. Robbins said in a very obvious mocking tone.  "Were her tits as nice as mine?" she asked as she slowly untied the top string to her  bikini allowing her full breasts to fall free
 
Mike was shaking he was so excited...his weenie had literally drenched the front of the bathing suit he was given to wear and he could hardly speak
 
"Let me ask you one more question Mike...last night prior to my arriving at your house, I felt as if someone was looking at me while I undressed, that wasn't you was it?"
 
If Mike could burrow into the ground and hide forever he would, but he closed his eyes and slowly nodded an affirmation to her question.
 
"hmmmm that is a serious offense you know.  I tell you what.  You want to see my tits, but it is obviously making you quite excited.....but since you snuck around last night there should be a bit of a punishment, so you have two choices....we go over to your house when your parents get home from work and tell them that you were looking at me through the window....or you allow me to punish you myself"
 
This was a no brainier for Mike, he could never look his parents in the eyes if they knew what he was doing upstairs in his room the night before.
 
Knowing what his answer would be, she took him by the hand and led him to her bedroom
 
Lay down on the bed she instructed him
 
Once he was laying on her bed, he noticed that she had restraints attached to the four posters of the bed and in notime, Mike was tied spread eagle to the bed.
 
Straddling his torso, Mrs. Robbins lit up another cigarette
 
"It seems to me that a suitable punishment for you would be to have to stare at my naked breasts for the next few hours while I relax and possibly pleasure myself ontop of your nubile body.  Since it is a punishment for you, no matter how excited you get, you will not be allowed to cum for the next seven days.  We will do this every day this week for a minimum of 3 hours a day along with your other chores"  And with that she directed a stream of smoke directly into his face.
 
"Apparently the smoke seems to arouse you also, that might not be good news to you, as I smoke aprox 3 packs a day and I will be blowing all the smoke directly into your face as part of your punishment"
 
Mike could do nothing but groan as he felt himself literally drip precum into the front of the speedos.
 
THIS IS THE BEGINNING OF MIKES SUMMER TORMENT........PLEASE STAY TUNED AS PART TWO WILL BE RELEASED AT OR BEFORE JUNE 11TH

 

            ~~~~~~~~~~~~~~~~~~~~~~~~

 

                          TTS-June 11^th

As Mike lay helpless on the bed, Mrs. Robbins seemed to be taking quite a bit of pleasure in tormenting her young neighbor with her large breasts and seemingly endless streams of smoke that she blew directly into his face.

He was squirming under her, but the restraints kept him quite trapped. As the torment continued, it was apparent that Mrs. Robbins was beginning to become aroused herself, as she had promised, she had no intention of allowing her own frustration to build and she reached inside her swimsuit and began to rub her fingers up and down her moist lips. It was very obvious to Mike that the scent that was beginning to waft toward his nose was her excitement.

He could feel her strong legs squeezing his chest as she began to get herself close to her first orgasm. Her legs were quite strong and he felt as if his ribs were going to cave in under the pressure of her thighs as she screamed out, her orgasm rushing over her body the way a tidal wave crashes against the surf.

Once was not nearly going to be enough and for the next 30 minutes or so Mike was treated to the sounds and smells of the hottest woman he ever laid eyes on cumming one after another right on top of his chest. As she began to relax, she reached over and took out another cigarette, taking a deep satisfied drag, she looked down with a devilish smile and blew a large cloud of smoke right into Mike's face.

It was clear that her pussy was dripping wet, and she pulled her bikini bottom off and kneeled atop her captives shoulders, pushing her soaking wet pussy into his face. Covering his mouth with her wet pussy, she left enough of an opening that he could stare up into her massive breasts and also allowed her to blow smoke down into his face, as he was instructed to lick up all the extra excitement from her lips.

Mike's cock was throbbing harder than imaginable and he thought he would certainly burst. The idea of surviving this for another hour or so was unthinkable, but the reality of having to do it for another six days was leaving him on the brink of insanity.

As Mrs. Robbins crushed out her cigarette, she slid down his chest resting atop his stomach and placing her hands just above his head, she lowered her chest within inches of his face. Swaying softly which caused her large breasts to swing from side to side just out of his reach. Mike was groaning and needed to explode, but he couldn't.

The three hours finally ended with Mrs. Robbins riding Mikes face to another couple of orgasms followed by a couple of cigarettes and she was ready to release her prisoner.

But she had one little surprise left for him. Leaving the room, she returned in a couple of seconds with his clothes along with a bag of ice and a box.
Placing the bag of ice on top of his rock hard cock, he could feel the swelling finally start to subside a bit. Although he thought it would take forever to get to a flaccid state. While his cock was allowed to shrink, she showed him the "surprise".
"This Mike, is my insurance policy" she said while showing him a metal contraption. "This is a cock cage and it will go onto your weenie and insure that you are not allowed to masturbate when you get home tonight.

She fitted the device onto his flaccid cock and then snapped it in place. Next she took out a small metal lock, which she fitted through the holes and locked the cock cage in place. She put a necklace that held a single key around her neck.

"This key is the only way to get that cock cage off my little friend" She said with a devious smile. "With that cage in place it will be impossible for you to get an erection and thus make it impossible for you to jack off to any fantasies that will no doubt be running through your mind tonight"

She finished by giving the outer part of the cage a kiss and slipped her tongue between the steel bars, licking his weenie, which caused him to instantly try to regain hardness. The look on his face was priceless and caused Mrs. Robbins to burst out laughing.

"That's right, go a head and try to get hard. it will only cause mild discomfort, but it will never allow a full fledged hard on." "Of course," She continued, "we could always just take it off and explain everything to your parents?" With that threat in his mind, Mike groaned and decided to endure the next seven days of hell.

Mrs. Robbins untied him and gave him his clothes and instructed him to be back at 9am the next day. Mike trudged off to his house and hours of painful fantasies about his new tormentress

Alone in the house, Mike could think of nothing but his beautiful neighbor. Of course those thoughts led to excitement, which immediately caused him to nearly double over as the cage did it's part in insuring his inability to cum.

Mike decided to take a shower and remained under the cool streams of water until he felt like he was going to experience hypothermia.

His parents arrived home that night and asked a few questions regarding his day at the new neighbor's. Mike was able to choke out a few vague answers that assured his parents that he was "hard" at work all day.

Mike headed to bed fairly early that night, hoping that if he would sleep as much as possible over the next week, he could possibly get through these next six days a little easier.

After tossing and turning through the night, Mike awake and found himself at the doorstep to Mrs. Robbins home.

This time She greeted him in a bright yellow bikini that did very little to prevent her breasts from spilling out in front of him.

Reaching down, she grabbed his groin and smiled, amused to see her cage was still in place.  "Did you have a good nights sleep slave boy?" She asked with a wicked smile.

Pulling the pink speedo from behind her back she handed it to Mike instructing him to get ready for work.  He was a little alarmed, did she expect him to wear that thing again?

"But Mrs. Robbins, i don't need that today, i have clean clothes" he stammered out.

"no, this will be your work clothes for the remainder of the week, I like the way you look in them and I am very anxious to see how the cage looks under the swimsuit."

Mike took the suit and headed toward the bathroom to change.  But Mrs Robbins grabbed his arm and insisted that he change right there in the living room in front of her.

The chore list was a little more extensive this morning.  It did include vacuuming the pool again, but also called for him to do some work in the front yard.

This horrified Mike, as he knew in this pink bathing suit he would be on display for anyone that drove by.  True to his fears, he heard a constant barrage of car horns and humiliating insults and laughter from everyone that drove by.  Finally he had finished his chores and returned to the house.

Mrs. Robbins had been laying out at the pool all day and was glad to come into the air conditioning, and Mike noticed how hard her nipples got as she entered the cool house.

She fed Mike some lunch and after he finished the dishes, She took him by the hand and led him to the bedroom.  Despite how much he tried to think about anything but his neighbor, his cock seemed to be trying to defy the steel harness that was holding it in place.

Once in the bedroom, Mrs. Robbins pulled the speedo from her boy and restrained him to the bed in a similar fashion as the day before.  Once confident that he was fully restrained she sat astride his chest and toyed with the key that hung between her magnificent breasts.  Mike looked at the key as a starving man might look at a steak.  He needed her to release his throbbing cock, but she had other plans.  Reaching for a cigarette she gave him a very evil grin.

Lighting it and taking a long drag, Mike could only look on in horror knowing what was coming and she did not disappoint, sending a large stream of smoke directly into his face. 

Mike groaned out in agony as his cock tried desperately to harden, but was held in place despite how excited he was.  Mrs. Robbins smoked the rest of that cigarette plus several others while grinding against his chest. 

Toying with the key she asked Mike "what do you think, should we let em free?" 

"YES, please yes" he begged.

Laughing she agreed.

Reaching around behind her, she pulled a string and the top of her yellow bikini fell in front of her.

Mike gasped ... Mrs. Robbins giggled, "oh freedom feels great,or did you think i meant your little weenie?"

Reaching for another cigarette, Mike laid there in desperation as he watched her full breasts sway from side to side directly above him as Mrs. Robbins sent another stream of smoke into his face.

After another 20 minutes or so, she finally relented and took the key, unlocked the cage and allowed Mike to spring to life.

He had never been so hard and he could feel droplets of precum at the tip of his cock almost immediately.

"I'll bet that feels much better" she said with a smile.  She then pulled the swimsuit bottom off and started to ride Mike's face to several mind shattering orgasms.  Mike's face was nearly numb from the grinding that was going on.

Mrs. Robbins took out another cigarette and looked into Mike's eyes again flashing that devilish smile that has had him on edge the last 24 hours.

The rest of the afternoon passed by in a blur.  Mike's cock was so hard that he thought he would explode.  He had never felt so excited in his life. His cock was literally throbbing and bobbing in mid air.

Finally it was time to send him home, so Mrs. Robbins brought out a bag of ice that allowed him to slowly calm down.  Once finally flaccid, she snapped the cock cage back in place, locked it and put the key around her neck. Leaning forward she swayed her tits in his face for a few seconds before releasing him to return home.

Of course the titty face wash was enough to get him to try to get hard again, but that was obviously not going to happen.

Entering his house, Mike's nose picked up the scent of a cigarette, something he felt was very odd as neither of his parents smoked.  Walking into the kitchen he nearly fell over as he came across one of the most beautiful women he had ever laid eyes on sitting at his kitchen table.

"ohhhh you must be little Mikey" this vision said as she sent a large stream of smoke straight up into the air. 

Mike could feel his cock try to harden again, but of course the cage kept things under control.

Reaching out the woman gave Mike a hug and he could feel her large breasts press against his chest.

"i know this must be a shock, but my name is Brenda"  I was your mother's roommate in college.

Mike had heard his mother tell stories, usually when she didn't think he was around, about her wild roommate and here she was right in his own house.  Next to Mrs. Robbins, she was hands down the most incredible woman he had ever seen.  standing aprox. 5'7", Her long brown hair cascaded over her shoulders as her breasts strained to get out from beneath the tight tank top she was wearing.

"Your parents were called away to Europe for a month long series of meetings and as I live in the area, your mother requested that I come over and stay with you"

Brenda took Mike by the hand and had him sit at the kitchen table with her as they chatted for hours.  Mike couldn't help notice that Brenda, like Mrs. Robbins smoked quite a bit.  And it was not lost on Brenda, the obvious reaction Mike had to her smoking.

After about an hour or so, Brenda asked Mike a question that he hoped he would not hear, "Mike, do you have a smoking fetish?"  Stammering he didn't know how to answer that question.  Obviously as he recently discovered, he did, but how do you tell that to your mothers friend?

"Here, Brenda said as she placed her hand on Mikes hand.  "Let me know if this does anything for you."  With that Brenda lit up another cigarette and blew a stream of smoke directly into Mike's face.

She could only giggle as she saw the obvious reaction it had on Mike.

"Oh goodie, you are a little kinky"  Brenda said as she leaned back, allowing her cleavage to become far more apparent.

"We might just have an interesting month after all" Brenda said.  She sent another stream of smoke directly into his face as she got up ruffled his hair and told him that she was tired and needed to head to bed.  She also knew he had to be in bed at a reasonable hour as he worked next door.

Mike nearly crawled upstairs and jumped into a cold shower, hoping the cool water would help to get himself back under control.  It took nearly a half hour in the cold water to get to a point where he could crawl into bed and make it through the night.

                 ~~~~~~~~~~~

                 TTS - July 11th

 

 

 

 

So Mike found himself back in his house... but instead of feeling somewhat safe because he was alone, he found himself walking into the house standing between both Ms Robbins and Brenda.

They sat at the table while the two of the ladies chatted, as if Mike wasn't even there.

Almost instantly they took out cigarettes and wasted no time in blowing stream after stream of smoke in Mike's face.

Mike fidgeted like crazy in the seat... his cock pulsing against its restraint.

Then the ladies decided to play a game.

Why don't we have a battle of the sexes game of strip poker, Brenda suggested. 

Grabbing a deck of cards, quickly everyone was dealt 5 cards.

"Since it is battle of the sexes" Ms Robbins said, " we will combine our cards to make one hand, while you play yours as is Mike.

Under normal circumstances Mike would have had a decent hand, after discarding he had two pair... but of course since the ladies had 10 cards and six discards to work with, they quickly built up a flush and won the first hand.

"Another rule, winners decide what the loser takes off and since you can only take off one garment per game... if you win a hand, you can only pick one of our garments to come off..."

The Ladies choose for Mike to drop his shorts.

The next hand went pretty much the same way, as did the the next and soon Mike was wearing one sock and his chastity device, before getting a strong hand that actually won.  He choose for Brenda to take off her top.... this was a mistake as it turned out, as seeing his mom's friends breasts spilling out over her bikini top was difficult to take in connection to the amount of smoke that was being blown in is face.

The Ladies knew what he was going through and Ms Robbins decided to make it harder and offer to take her top off too... leaving both women in their bikini tops and Mike groaning in his seat.

The Women won the next hand and the ladies had a decision to make.... do they end the game here or do they play another hand that if they win... they would take his device off.

By dealing the cards, Mike knew their decision.

And within moments Mike sat there completely naked with his cock straining straight up as it sprung to life after getting free.

Crushing out their cigarettes and flooding his face with another cloud of smoke the Ladies decided to take Mike out of the kitchen and move him down to the room that Brenda was sleeping in.

"You must be hungry Mike and since we didn't get the pizza we talked about, let's let you have something to eat" said Brenda

With Mike on his back, Brenda crawled up and sat her pussy right in his face.  For the next few hours, the Ladies took turns riding Mikes face to orgasm after orgasm... while the one not getting licked, too a feather duster to Mikes straining cock coating the throbbing member with his precum.

After each of the Ladies had cum about 10 times and Mike appeared to be going insane the Ladies laid on either side of him propped up on one arm with their huge breasts right in plane view and their legs draped over his... their thigh brushing against his cock.

Grabbing their cigarettes, Mike began to groan as he knew what was coming and they did not disappoint him.

With his arms pinned under their body he was helpless against their constant teasing and tweaking of his nipples.

Finally the clock struck 10 and they had agreed he had enough for the night and needed to get some rest for the long day a head of him.

After some icing, his cock was put back into its cage and Mike crawled into his bed as the ladies laughed.  He fell asleep to the sounds of Brenda and Ms Robbins laughing and partying in the kitchen. While he prayed for time to stand still as now that he had experienced a full day of these Ladies... a non stop tease torture from 1pm to 10pm sounded beyond his ability to handle.